Cottage holiday rentals in The Villages

Find and book unique cottages on Airbnb

Top-rated cottage rentals in The Villages

Guests agree: these cottages are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Top guest favourite

Cottage in Umatilla

4.98 out of 5 average rating, 103 reviews

Cottage by the Lake

Cute, comfortable 1935 detached home which is 900 SQUARE FEET AND PET FRIENDLY. Per pet fees are negotiable because we love them just message me: The other side of the property has our main home. The cottage is newly remodeled and fenced in. Views of Lake Umatilla from all rooms. 8 miles to beautiful Mount Dora and 3 miles to downtown Eustis. 1 hour to attractions, airport and east coast beaches. We are 20-30 minutes from most local Springs. Our Lake Umatilla does have public boat ramp access

Top guest favourite

Cottage in Silver Springs

4.95 out of 5 average rating, 187 reviews

Cozy Cottage in the Forest- Close to Springs

Quaint, charming, cozy & very unique older home! Close to the springs, great place to relax after a day on the water. This Artists retreat is sweetly tucked away in Ocala’s National Forest. Find yourself surrounded by beautiful Oaks, pines & 3 abundant grapefruit trees. Sip your coffee or tea on the swing under the trees, have a picnic or bring or rent a kayak & spend the day at Springs. Full kitchen. This gem has all the amenities you will need as you unwind from life and decompress in nature.

Top guest favourite

Cottage in Clermont

4.91 out of 5 average rating, 116 reviews

Hermosa casa de campo

Lleva a toda la familia a este fantástico lugar con muchas zonas para divertirse. contamos con 5 acres de terreno solo para ti, hermosa casa de campo en las únicas colinas del estado de florida, disfrutaras de la tranquilidad, privacidad, conexión con la naturaleza y presenciaras un bello atardecer sin igual, quédate y observa las estrellas, espacios aptos para unas fotos únicas de recuerdo. Area ideal para ciclismo y senderismo. NOTA: si quieres un evento consulte primero por nuestras tarifas

Guest favourite

Cottage in Inverness

4.95 out of 5 average rating, 111 reviews

Serendipity Lake private dock, canoes & kayaks

What a view, what a really good view, YES IT IS! Watch the sunrise and sunset over the water on a private dock. We have 2 canoes and 2 kayaks to enjoy the water or bring your boat! This is a place you will want to come back to time and time again. Water views from all angles, you will feel like you're on a houseboat there's so much water! Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River. Simply perfect!

Top guest favourite

Cottage in Mount Dora

4.98 out of 5 average rating, 166 reviews

Newly Renovated Cottage, Easy Walk to Downtown!

Walking distance to all Downtown Mount Dora has to offer! Our lovely 2 bedroom, 1 bath 1940s cottage has been recently renovated. Features fully outfitted kitchen, deck with gas grill and outdoor firepit. Comfortable and elegant living space with 65 inch smart TV. Primary bedroom features King bed and smart tv. Second bedroom has two cozy twin beds. Bikes available for use. Whether you’re coming to relax, boat, shop or partake in one of Mount Dora's many festivities, consider staying here!

Guest favourite

Cottage in Umatilla

4.94 out of 5 average rating, 139 reviews

The Quaint Little Cottage for your Getaway!

❤️Near to springs and Manatee watch areas, Ocala Forest, Fishing 🎣 equestrian 🐎 activities, Mount Dora & 🪑Antiques Markets. Just 39 miles to Orlando & Disney and 43 miles to the beach 🏖 The Cute, Quaint and Clean Little Cottage you are looking for your getaway!❤️ Heartwarming Authentic Cottage for joyful stays! Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!

Guest favourite

Cottage in Leesburg

4.91 out of 5 average rating, 109 reviews

Waterfront Cottage on The Harris Chain in Leesburg

Cozy waterfront cottage on Haynes Creek. Whether its relaxing, fishing from your own dock, boating the Harris chain, paddle boarding, birdwatching, use our kayaks or pedal boat, or exploring the nearby towns and springs... we have it all. Fully equip kitchen, outdoor grilling area, wifi and cable, parking, laundry, gas fire pit on your private deck, boat parking at your dock or book a tour with Monster Bass fishing. Walkable to nearby stores or Gator Bay for a drink, meal, or music!

Top guest favourite

Cottage in Ocala

4.96 out of 5 average rating, 199 reviews

The Little Yellow House

Cozy clean cottage with “Old Florida Rustic Charm”. Home is nestled in wooded setting, close to town & shopping, restaurants & I-75. Access by maintained non-paved driveway (1/10 mi) with night reflectors. Two pets max (w/permission). See details below. 5 miles to World Equestrian & Florida Aquatics Centers. Queen bed and bunk w/full/twin beds, a full kitchen, washer & dryer. Wifi is rural 10mbps (no gamers). Host pays ALL airbnb fees!! Guest ONLY pays occupancy taxes. NO cleaning fee.

Guest favourite

Cottage in Eustis

4.97 out of 5 average rating, 117 reviews

Redbird cottage and farm. Equestrian lake cottage

This charming equestrian lake cottage is located on a private, secluded, clean spring fed lake in central Florida. Newly renovated, new comfortable pillow top mattresses. Lake access, including the ability to launch small boats on site. Fishing and campfires are welcomed. Enjoy the peacefulness with a view of grazing horses on property. This is your authentic lake farmhouse destination. Away from all the chaos, but within minutes you can be in downtown Mt Dora or Eustis.

Top guest favourite

Cottage in Floral City

4.93 out of 5 average rating, 208 reviews

Waterfront Cottage 2BR 1B

This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.

Top guest favourite

Cottage in Mount Dora

4.99 out of 5 average rating, 121 reviews

Walk to Downtown! - The Happy Hour Cottage

The Happy Hour Cottage is a newly renovated 1600 SF, 2 bedroom/1 bath unit. Located within walking distance to downtown, the marina, several parks, and Lake Dora. Enjoy the quaint neighborhoods, dining, shopping, or attend one of the year round festivities. Relax and enjoy the nostalgia of yesteryear while exploring downtown or relaxing in the courtyard with a glass of wine around the firepit.

Top guest favourite

Cottage in Tavares

4.96 out of 5 average rating, 234 reviews

Lakeside Cottage on Lake Dora

A charming 1200 sq ft, two bedroom, two bath cottage located on beautiful Lake Dora with white sand beach. A great place to relax and your home away from home. Just minutes from Tavares (known as the Seaplane City) and Mt. Dora (known as the City of Festivals.) You can bring your boat and tie it up to the dock. Large circular drive with plenty of parking for cars, trailers, etc.